My friend in Safety Harbor gave up on Airbnb and is happy with VRBO.

Never health or safety issues, always inspecting and improving.Accidents happen: Contractor had a heart attack and died in an office building.

I think the critical piece is having a good team (cleaners, handyman, plumber, etc) in place with people you trust and having processes in place (process for turnover, process for safety checks, process for updating rental calendars, process for updating rental calendar based on future holidays and other important events happening, etc.To answer your question about the biggest risk, I think the biggest risk is the weather. 

Who pays how much of the rent is not important to you but a personal decision between them.Many counties/states also have a maximum number of (unrelated) people that can live together in one unit without violating safety codes.But regarding rent, typically no, people don't get discounts for having less people and "penalties" of higher rent for more people.

Since it is really difficult finding a reliable and high-quality cleaning crew,  we prioritize our best team and offer them as much work as they want.

@Carlos Ptriawan it's classified on the loan as a SF... a residential property... we are being treated like a commercial property though now, and based on building safety and neighborhood services... more problems keep coming up driving up the cost.

This could be a potential safety hazard and should be evaluated further by a Licensed General Contractor. 5.

And what if they lose their job and had no significant safety net left?

Or you could have to pay commercial rates for the common lighting circuit, and you might have lighting on 24/7 (a good practice for safety and insurance reasons), and the lighting might be incandescent rather than CFL or LED.

It is one thing to run into a rough patch in life, experience the discomfort and work to improve your lot while using the safety nets available to survive.